Natural Product: NPC476143

Natural Product ID:  NPC476143
Common Name:   Discorhabdin D
IUPAC Name:  
Synonyms:   Discorhabdin D
Molecular Formula:   C18H13N3O2S.C2HF3O2
Standard InCHIKey:  YMKMUPNCQGYYIV-TYLCVAKFSA-N
Standard InCHI:  InChI=1S/C18H13N3O2S.C2HF3O2/c22-9-3-10-18-4-8(9)21-2-1-7-6-19-14-12(7)16(21)13(18)15(17(14)23)20-11(5-18)24-10;3-2(4,5)1(6)7/h3,6,8,11H,1-2,4-5H2,(H,19,20,23);(H,6,7)/t8-,11-,18-;/m0./s1
Canonical SMILES:  OC(=O)C(F)(F)F.O=C1C=C2S[C@H]3C[C@]42C[C@@H]1N1CCc2c5C1=C4C(=[NH+]3)C(=O)c5[n-]c2
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO32733 latrunculia sp. Species Latrunculiidae Eukaryota Anita Bay, in Milford Sound, Fiordland, New Zealand, at a depth of ~22 m 2003-NOV PMID[16378380]
NPO32524 latrunculid sponges Species NA NA South African PMID[15332840]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus IC50 = 1600 nM 23743282
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 595 nM 19015351

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC476143 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9613 High Similarity NPC476252
0.9429 High Similarity NPC469359
0.9115 High Similarity NPC477416
0.8836 High Similarity NPC469563
0.8698 High Similarity NPC469578
0.8608 High Similarity NPC220594
0.8608 High Similarity NPC469562
0.8549 High Similarity NPC469577
0.8549 High Similarity NPC475410
0.8432 Intermediate Similarity NPC474259
0.8432 Intermediate Similarity NPC23476
0.8432 Intermediate Similarity NPC477415
0.8211 Intermediate Similarity NPC221726
0.8211 Intermediate Similarity NPC477414
0.8211 Intermediate Similarity NPC225622
0.7958 Intermediate Similarity NPC268966
0.788 Intermediate Similarity NPC262338
0.7861 Intermediate Similarity NPC143075
0.7725 Intermediate Similarity NPC182940
0.7632 Intermediate Similarity NPC234403
0.7632 Intermediate Similarity NPC79777
0.7624 Intermediate Similarity NPC88115
0.7612 Intermediate Similarity NPC106757
0.7538 Intermediate Similarity NPC473628
0.7446 Intermediate Similarity NPC474492
0.7411 Intermediate Similarity NPC475874
0.7405 Intermediate Similarity NPC470680
0.7405 Intermediate Similarity NPC100104
0.7308 Intermediate Similarity NPC473878
0.7301 Intermediate Similarity NPC477418
0.7301 Intermediate Similarity NPC477420
0.7286 Intermediate Similarity NPC477413
0.7286 Intermediate Similarity NPC469544
0.7268 Intermediate Similarity NPC470679
0.7268 Intermediate Similarity NPC217021
0.7143 Intermediate Similarity NPC274981
0.712 Intermediate Similarity NPC471655
0.7104 Intermediate Similarity NPC100726
0.71 Intermediate Similarity NPC103119
0.7015 Intermediate Similarity NPC255909
0.6974 Remote Similarity NPC186068
0.6973 Remote Similarity NPC102664
0.695 Remote Similarity NPC474258
0.6893 Remote Similarity NPC292361
0.6881 Remote Similarity NPC473946
0.6834 Remote Similarity NPC477042
0.681 Remote Similarity NPC98864
0.6791 Remote Similarity NPC123906
0.6779 Remote Similarity NPC167710
0.6772 Remote Similarity NPC251391
0.6748 Remote Similarity NPC216550
0.6734 Remote Similarity NPC157583
0.6619 Remote Similarity NPC78767
0.6619 Remote Similarity NPC473814
0.6558 Remote Similarity NPC473239
0.654 Remote Similarity NPC74153
0.6524 Remote Similarity NPC93390
0.6509 Remote Similarity NPC477041
0.6509 Remote Similarity NPC248782
0.6509 Remote Similarity NPC477044
0.6495 Remote Similarity NPC213914
0.6492 Remote Similarity NPC313889
0.6477 Remote Similarity NPC209362
0.6476 Remote Similarity NPC473821
0.6474 Remote Similarity NPC105811
0.6458 Remote Similarity NPC70406
0.6455 Remote Similarity NPC467188
0.6452 Remote Similarity NPC175602
0.645 Remote Similarity NPC302647
0.6445 Remote Similarity NPC294693
0.6438 Remote Similarity NPC61038
0.6432 Remote Similarity NPC34837
0.6429 Remote Similarity NPC47190
0.6422 Remote Similarity NPC73994
0.6418 Remote Similarity NPC477976
0.6408 Remote Similarity NPC467063
0.6408 Remote Similarity NPC477003
0.6404 Remote Similarity NPC237188
0.6404 Remote Similarity NPC284775
0.6402 Remote Similarity NPC477045
0.6398 Remote Similarity NPC326422
0.6395 Remote Similarity NPC475635
0.6378 Remote Similarity NPC80681
0.6377 Remote Similarity NPC311282
0.6368 Remote Similarity NPC195239
0.6368 Remote Similarity NPC157828
0.6359 Remote Similarity NPC138562
0.635 Remote Similarity NPC70949
0.6338 Remote Similarity NPC11445
0.633 Remote Similarity NPC477043
0.6326 Remote Similarity NPC474767
0.6324 Remote Similarity NPC83774
0.6323 Remote Similarity NPC207866
0.6321 Remote Similarity NPC304203
0.6311 Remote Similarity NPC191415
0.6308 Remote Similarity NPC272483
0.6303 Remote Similarity NPC476460
0.6293 Remote Similarity NPC283219
0.6262 Remote Similarity NPC61011
0.625 Remote Similarity NPC123395
0.625 Remote Similarity NPC46895
0.6233 Remote Similarity NPC477417
0.6233 Remote Similarity NPC477419
0.623 Remote Similarity NPC476158
0.6225 Remote Similarity NPC469529
0.6225 Remote Similarity NPC203468
0.6225 Remote Similarity NPC149155
0.6225 Remote Similarity NPC110500
0.6224 Remote Similarity NPC229055
0.6221 Remote Similarity NPC252338
0.6221 Remote Similarity NPC121327
0.6215 Remote Similarity NPC202812
0.6214 Remote Similarity NPC126709
0.6214 Remote Similarity NPC248041
0.6214 Remote Similarity NPC55772
0.6214 Remote Similarity NPC11126
0.621 Remote Similarity NPC317701
0.6205 Remote Similarity NPC471193
0.6205 Remote Similarity NPC110182
0.6205 Remote Similarity NPC471194
0.6197 Remote Similarity NPC472292
0.6195 Remote Similarity NPC267885
0.6193 Remote Similarity NPC74357
0.619 Remote Similarity NPC19170
0.619 Remote Similarity NPC235684
0.6186 Remote Similarity NPC472293
0.618 Remote Similarity NPC297862
0.6179 Remote Similarity NPC469489
0.6172 Remote Similarity NPC228835
0.6169 Remote Similarity NPC233380
0.6169 Remote Similarity NPC71132
0.6165 Remote Similarity NPC145885
0.6165 Remote Similarity NPC84827
0.6165 Remote Similarity NPC14113
0.6164 Remote Similarity NPC143977
0.6161 Remote Similarity NPC17059
0.6157 Remote Similarity NPC227582
0.6154 Remote Similarity NPC472065
0.6147 Remote Similarity NPC229893
0.6147 Remote Similarity NPC476817
0.6146 Remote Similarity NPC139763
0.6143 Remote Similarity NPC472070
0.6143 Remote Similarity NPC99939
0.6143 Remote Similarity NPC308931
0.6139 Remote Similarity NPC41717
0.6136 Remote Similarity NPC98715
0.6135 Remote Similarity NPC213468
0.6133 Remote Similarity NPC318299
0.6132 Remote Similarity NPC321708
0.6126 Remote Similarity NPC225821
0.6126 Remote Similarity NPC46225
0.6124 Remote Similarity NPC102755
0.6123 Remote Similarity NPC476161
0.6122 Remote Similarity NPC216713
0.6119 Remote Similarity NPC300183
0.6119 Remote Similarity NPC265100
0.6114 Remote Similarity NPC269270
0.6111 Remote Similarity NPC128244
0.6111 Remote Similarity NPC102592
0.6111 Remote Similarity NPC79356
0.6108 Remote Similarity NPC78020
0.6106 Remote Similarity NPC317752
0.6101 Remote Similarity NPC103361
0.6101 Remote Similarity NPC472297
0.6101 Remote Similarity NPC472296
0.6099 Remote Similarity NPC258062
0.6099 Remote Similarity NPC127677
0.6093 Remote Similarity NPC472295
0.6093 Remote Similarity NPC269886
0.6093 Remote Similarity NPC472210
0.6093 Remote Similarity NPC247735
0.6093 Remote Similarity NPC81802
0.6091 Remote Similarity NPC260900
0.6091 Remote Similarity NPC328318
0.6091 Remote Similarity NPC328596
0.6089 Remote Similarity NPC82370
0.6089 Remote Similarity NPC72956
0.6087 Remote Similarity NPC111275
0.6087 Remote Similarity NPC14686
0.6087 Remote Similarity NPC248454
0.6081 Remote Similarity NPC472064
0.6078 Remote Similarity NPC91895
0.6071 Remote Similarity NPC271862
0.6068 Remote Similarity NPC476491
0.6066 Remote Similarity NPC133003
0.6062 Remote Similarity NPC153980
0.6062 Remote Similarity NPC6865
0.6056 Remote Similarity NPC75544
0.6056 Remote Similarity NPC209917
0.6053 Remote Similarity NPC177996
0.6053 Remote Similarity NPC147983
0.6047 Remote Similarity NPC272458
0.6041 Remote Similarity NPC472260
0.6038 Remote Similarity NPC62749
0.6036 Remote Similarity NPC327592
0.6029 Remote Similarity NPC471997
0.6027 Remote Similarity NPC477004
0.6027 Remote Similarity NPC284338
0.6027 Remote Similarity NPC74413
0.6026 Remote Similarity NPC477715

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC476143 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.6802 Remote Similarity NPD6173 Approved
0.6761 Remote Similarity NPD7289 Clinical (unspecified phase)
0.6714 Remote Similarity NPD6137 Clinical (unspecified phase)
0.6683 Remote Similarity NPD6044 Discontinued
0.6517 Remote Similarity NPD3238 Discontinued
0.6502 Remote Similarity NPD5473 Discontinued
0.6468 Remote Similarity NPD4959 Approved
0.6468 Remote Similarity NPD4960 Approved
0.6449 Remote Similarity NPD8248 Clinical (unspecified phase)
0.6439 Remote Similarity NPD7401 Clinical (unspecified phase)
0.6432 Remote Similarity NPD7661 Clinical (unspecified phase)
0.6422 Remote Similarity NPD1291 Clinical (unspecified phase)
0.6422 Remote Similarity NPD4415 Approved
0.639 Remote Similarity NPD3178 Discontinued
0.6382 Remote Similarity NPD4643 Clinical (unspecified phase)
0.6381 Remote Similarity NPD6180 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6068 Discontinued
0.6359 Remote Similarity NPD276 Clinical (unspecified phase)
0.6359 Remote Similarity NPD5728 Clinical (unspecified phase)
0.6338 Remote Similarity NPD7027 Phase 3
0.6329 Remote Similarity NPD7564 Discontinued
0.6329 Remote Similarity NPD6178 Phase 3
0.6329 Remote Similarity NPD3607 Clinical (unspecified phase)
0.6326 Remote Similarity NPD2405 Phase 3
0.6313 Remote Similarity NPD7187 Phase 2
0.6311 Remote Similarity NPD2787 Clinical (unspecified phase)
0.63 Remote Similarity NPD6446 Discontinued
0.629 Remote Similarity NPD3968 Approved
0.6273 Remote Similarity NPD3410 Approved
0.6273 Remote Similarity NPD3411 Phase 2
0.6268 Remote Similarity NPD4426 Clinical (unspecified phase)
0.6262 Remote Similarity NPD4848 Phase 1
0.6262 Remote Similarity NPD2307 Discontinued
0.6256 Remote Similarity NPD750 Phase 2
0.6256 Remote Similarity NPD5901 Discontinued
0.625 Remote Similarity NPD2096 Phase 2
0.625 Remote Similarity NPD2091 Phase 2
0.6244 Remote Similarity NPD2753 Discontinued
0.6238 Remote Similarity NPD4988 Discontinued
0.6227 Remote Similarity NPD3967 Approved
0.6225 Remote Similarity NPD482 Approved
0.6218 Remote Similarity NPD1270 Approved
0.6216 Remote Similarity NPD1627 Clinical (unspecified phase)
0.6215 Remote Similarity NPD7618 Phase 3
0.6215 Remote Similarity NPD7619 Phase 3
0.6209 Remote Similarity NPD7233 Approved
0.6209 Remote Similarity NPD7234 Approved
0.6204 Remote Similarity NPD7204 Clinical (unspecified phase)
0.6202 Remote Similarity NPD2094 Phase 2
0.6202 Remote Similarity NPD2092 Phase 2
0.6202 Remote Similarity NPD2095 Phase 2
0.6195 Remote Similarity NPD3394 Approved
0.6195 Remote Similarity NPD3393 Approved
0.6195 Remote Similarity NPD3389 Approved
0.6193 Remote Similarity NPD3890 Phase 2
0.6193 Remote Similarity NPD3891 Phase 2
0.6193 Remote Similarity NPD7903 Clinical (unspecified phase)
0.619 Remote Similarity NPD5809 Phase 3
0.6188 Remote Similarity NPD7998 Clinical (unspecified phase)
0.6186 Remote Similarity NPD7061 Clinical (unspecified phase)
0.6184 Remote Similarity NPD2479 Phase 3
0.6184 Remote Similarity NPD2481 Approved
0.6182 Remote Similarity NPD8169 Discontinued
0.6171 Remote Similarity NPD7191 Phase 2
0.6167 Remote Similarity NPD3326 Clinical (unspecified phase)
0.6165 Remote Similarity NPD5755 Clinical (unspecified phase)
0.6161 Remote Similarity NPD5590 Clinical (unspecified phase)
0.6161 Remote Similarity NPD3961 Discontinued
0.6158 Remote Similarity NPD1573 Approved
0.6158 Remote Similarity NPD1575 Approved
0.615 Remote Similarity NPD6630 Clinical (unspecified phase)
0.615 Remote Similarity NPD2336 Approved
0.6146 Remote Similarity NPD5322 Clinical (unspecified phase)
0.6143 Remote Similarity NPD5510 Approved
0.6143 Remote Similarity NPD3856 Clinical (unspecified phase)
0.6142 Remote Similarity NPD5257 Clinical (unspecified phase)
0.614 Remote Similarity NPD7024 Clinical (unspecified phase)
0.614 Remote Similarity NPD6578 Clinical (unspecified phase)
0.6139 Remote Similarity NPD5636 Discontinued
0.6136 Remote Similarity NPD4304 Discovery
0.6131 Remote Similarity NPD2213 Approved
0.6131 Remote Similarity NPD2214 Approved
0.6126 Remote Similarity NPD7562 Approved
0.6121 Remote Similarity NPD4922 Phase 2
0.6119 Remote Similarity NPD5017 Discontinued
0.6117 Remote Similarity NPD749 Clinical (unspecified phase)
0.6111 Remote Similarity NPD2290 Phase 3
0.6111 Remote Similarity NPD2289 Phase 3
0.6109 Remote Similarity NPD4906 Approved
0.6109 Remote Similarity NPD4905 Approved
0.6109 Remote Similarity NPD6288 Clinical (unspecified phase)
0.6109 Remote Similarity NPD4903 Approved
0.61 Remote Similarity NPD6454 Clinical (unspecified phase)
0.6099 Remote Similarity NPD2509 Approved
0.6099 Remote Similarity NPD2510 Approved
0.6098 Remote Similarity NPD4524 Discontinued
0.6093 Remote Similarity NPD2717 Phase 2
0.6091 Remote Similarity NPD7561 Approved
0.6091 Remote Similarity NPD8073 Approved
0.6091 Remote Similarity NPD4924 Clinical (unspecified phase)
0.6089 Remote Similarity NPD2720 Phase 1
0.6089 Remote Similarity NPD2719 Clinical (unspecified phase)
0.6081 Remote Similarity NPD4904 Approved
0.6073 Remote Similarity NPD4961 Approved
0.6073 Remote Similarity NPD5043 Discontinued
0.607 Remote Similarity NPD5400 Approved
0.6068 Remote Similarity NPD4883 Approved
0.6061 Remote Similarity NPD2809 Approved
0.6056 Remote Similarity NPD2851 Clinical (unspecified phase)
0.6056 Remote Similarity NPD2850 Phase 1
0.6055 Remote Similarity NPD4364 Phase 1
0.6053 Remote Similarity NPD4851 Clinical (unspecified phase)
0.6053 Remote Similarity NPD3353 Approved
0.6049 Remote Similarity NPD3609 Approved
0.6049 Remote Similarity NPD3610 Approved
0.6045 Remote Similarity NPD4963 Approved
0.6045 Remote Similarity NPD4962 Approved
0.6044 Remote Similarity NPD7825 Clinical (unspecified phase)
0.604 Remote Similarity NPD3583 Phase 2
0.604 Remote Similarity NPD1545 Discontinued
0.604 Remote Similarity NPD1631 Approved
0.6038 Remote Similarity NPD5820 Clinical (unspecified phase)
0.6038 Remote Similarity NPD7026 Phase 2
0.6036 Remote Similarity NPD6987 Phase 1
0.6036 Remote Similarity NPD3947 Discontinued
0.6036 Remote Similarity NPD4299 Phase 1
0.6035 Remote Similarity NPD3794 Approved
0.6035 Remote Similarity NPD3795 Approved
0.6029 Remote Similarity NPD3927 Phase 2
0.6027 Remote Similarity NPD6239 Discontinued
0.6027 Remote Similarity NPD3425 Discontinued
0.6018 Remote Similarity NPD3773 Approved
0.6018 Remote Similarity NPD3774 Approved
0.6018 Remote Similarity NPD5475 Discontinued
0.6018 Remote Similarity NPD3775 Approved
0.6018 Remote Similarity NPD6152 Phase 1
0.601 Remote Similarity NPD180 Clinical (unspecified phase)
0.6009 Remote Similarity NPD3246 Discontinued
0.6009 Remote Similarity NPD6156 Clinical (unspecified phase)
0.6009 Remote Similarity NPD6752 Phase 1
0.6009 Remote Similarity NPD6664 Approved
0.6009 Remote Similarity NPD6481 Clinical (unspecified phase)
0.6009 Remote Similarity NPD6753 Phase 1
0.6 Remote Similarity NPD4011 Clinical (unspecified phase)
0.6 Remote Similarity NPD1977 Clinical (unspecified phase)
0.6 Remote Similarity NPD201 Phase 2
0.6 Remote Similarity NPD200 Phase 2
0.6 Remote Similarity NPD4949 Discontinued
0.5991 Remote Similarity NPD7195 Clinical (unspecified phase)
0.5991 Remote Similarity NPD8072 Approved
0.5991 Remote Similarity NPD2121 Clinical (unspecified phase)
0.599 Remote Similarity NPD4736 Clinical (unspecified phase)
0.5982 Remote Similarity NPD2947 Clinical (unspecified phase)
0.5981 Remote Similarity NPD7175 Phase 1
0.598 Remote Similarity NPD4174 Clinical (unspecified phase)
0.5972 Remote Similarity NPD6665 Discontinued
0.597 Remote Similarity NPD704 Clinical (unspecified phase)
0.597 Remote Similarity NPD1630 Approved
0.5969 Remote Similarity NPD2896 Discontinued
0.5964 Remote Similarity NPD3247 Clinical (unspecified phase)
0.5964 Remote Similarity NPD3379 Phase 2
0.5964 Remote Similarity NPD3380 Phase 3
0.5964 Remote Similarity NPD5426 Phase 3
0.5961 Remote Similarity NPD5088 Discontinued
0.596 Remote Similarity NPD5965 Clinical (unspecified phase)
0.596 Remote Similarity NPD510 Phase 1
0.5956 Remote Similarity NPD7232 Discontinued
0.5956 Remote Similarity NPD6487 Approved
0.5956 Remote Similarity NPD6486 Approved
0.5956 Remote Similarity NPD4882 Clinical (unspecified phase)
0.5955 Remote Similarity NPD7049 Clinical (unspecified phase)
0.5953 Remote Similarity NPD4499 Approved
0.5951 Remote Similarity NPD1343 Approved
0.595 Remote Similarity NPD2893 Phase 3
0.5947 Remote Similarity NPD206 Clinical (unspecified phase)
0.5947 Remote Similarity NPD4614 Clinical (unspecified phase)
0.5947 Remote Similarity NPD3915 Approved
0.5947 Remote Similarity NPD4417 Approved
0.5945 Remote Similarity NPD2004 Clinical (unspecified phase)
0.5945 Remote Similarity NPD460 Discontinued
0.5941 Remote Similarity NPD4850 Phase 1
0.594 Remote Similarity NPD5046 Discontinued
0.5939 Remote Similarity NPD7971 Clinical (unspecified phase)
0.5939 Remote Similarity NPD7970 Approved
0.5938 Remote Similarity NPD4862 Clinical (unspecified phase)
0.5935 Remote Similarity NPD3486 Clinical (unspecified phase)
0.5931 Remote Similarity NPD1568 Clinical (unspecified phase)
0.5928 Remote Similarity NPD2912 Approved
0.5928 Remote Similarity NPD2911 Approved
0.5926 Remote Similarity NPD4918 Discontinued
0.5926 Remote Similarity NPD5592 Clinical (unspecified phase)
0.5924 Remote Similarity NPD7552 Discontinued
0.5924 Remote Similarity NPD1783 Clinical (unspecified phase)
0.5921 Remote Similarity NPD3916 Clinical (unspecified phase)
0.5921 Remote Similarity NPD3918 Approved
0.5921 Remote Similarity NPD3917 Approved
0.5917 Remote Similarity NPD5975 Clinical (unspecified phase)
0.5917 Remote Similarity NPD7550 Clinical (unspecified phase)
0.5917 Remote Similarity NPD4427 Phase 2
0.5917 Remote Similarity NPD7551 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   45266485
ChEMBL   CHEMBL540660
ZINC  

Physicochemical Properties

Molecular Weight:  449.07
ALogP:  -1.7982
MLogP:  2.45
XLogP:  
# Rotatable Bonds:  5
Polar Surface Area:  113.95
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  7
# Heavy Atoms:  31

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs